Benchmark Sets
Browse retrosynthesis benchmark datasets with ground truth routes
| Name | Description | Targets | Stock |
|---|---|---|---|
SMILES
Cc1cc(-c2ccc(C(F)(F)F)cc2)sc1CCl
InChiKey
BHRSOTIBPHOIBW-UHFFFAOYSA-N
Route Signature
2df9fad0be77c233c7a5c912f35f2163ef37acb7bd2f4c436efccf7bb98fd9aa
Synthesis route with 5 steps
Route tree structure (JSON format)
{
"route": {
"id": "sa_92096255112334b8b5a9ef5b",
"signature": "2df9fad0be77c233c7a5c912f35f2163ef37acb7bd2f4c436efccf7bb98fd9aa",
"contentHash": "7bf2bc98e629295f0c4d5e378ca2505a5798b7d58541dfbed7425a31b6494e95",
"length": 5,
"isConvergent": false
},
"target": {
"id": "sa_15e327691457f7a357e5df84",
"benchmarkSetId": "f925e688d731a0ad4e3aa6a505df094f6d3ca64ce3facc312bc5f64731921b33",
"targetId": "n5-01144",
"moleculeId": "sa_a6a12d2cf54bab1279f1e885",
"smiles": "Cc1cc(-c2ccc(C(F)(F)F)cc2)sc1CCl",
"routeLength": 5,
"isConvergent": false,
"metadata": null,
"molecule": {
"id": "sa_a6a12d2cf54bab1279f1e885",
"inchikey": "BHRSOTIBPHOIBW-UHFFFAOYSA-N",
"smiles": "Cc1cc(-c2ccc(C(F)(F)F)cc2)sc1CCl"
},
"hasAcceptableRoutes": true,
"acceptableRoutesCount": 1
},
"rootNode": {
"id": "5280",
"routeId": "sa_92096255112334b8b5a9ef5b",
"moleculeId": "sa_a6a12d2cf54bab1279f1e885",
"parentId": null,
"isLeaf": false,
"molecule": {
"id": "sa_a6a12d2cf54bab1279f1e885",
"inchikey": "BHRSOTIBPHOIBW-UHFFFAOYSA-N",
"smiles": "Cc1cc(-c2ccc(C(F)(F)F)cc2)sc1CCl"
},
"smiles": "Cc1cc(-c2ccc(C(F)(F)F)cc2)sc1CCl",
"reactionStepId": "sa_6ea618484f42ab0588b08fa7",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08003648B2;0697;1103892\",\"rsmi\":\"O=S(Cl)[Cl:5].O[CH2:4][c:3]1[c:2]([CH3:1])[cH:18][c:7](-[c:8]2[cH:9][cH:10][c:11]([C:12]([F:13])([F:14])[F:15])[cH:16][cH:17]2)[s:6]1>CCN(CC)CC.ClCCl>[CH3:1][c:2]1[c:3]([CH2:4][Cl:5])[s:6][c:7](-[c:8]2[cH:9][cH:10][c:11]([C:12]([F:13])([F:14])[F:15])[cH:16][cH:17]2)[cH:18]1\"},\"mapped_reaction_smiles\":\"O=S(Cl)[Cl:5].O[CH2:4][c:3]1[c:2]([CH3:1])[cH:18][c:7](-[c:8]2[cH:9][cH:10][c:11]([C:12]([F:13])([F:14])[F:15])[cH:16][cH:17]2)[s:6]1>CCN(CC)CC.ClCCl>[CH3:1][c:2]1[c:3]([CH2:4][Cl:5])[s:6][c:7](-[c:8]2[cH:9][cH:10][c:11]([C:12]([F:13])([F:14])[F:15])[cH:16][cH:17]2)[cH:18]1\"}",
"reactionStep": {
"id": "sa_6ea618484f42ab0588b08fa7",
"reactionHash": "5319e9dd963a11ce75bebcd02675c537cab49e6f1867a0680695beac327b8cfd"
},
"children": [
{
"id": "5281",
"routeId": "sa_92096255112334b8b5a9ef5b",
"moleculeId": "sa_cd67ce42f230ef1a4063353c",
"parentId": "5280",
"isLeaf": true,
"molecule": {
"id": "sa_cd67ce42f230ef1a4063353c",
"inchikey": "FYSNRJHAOHDILO-UHFFFAOYSA-N",
"smiles": "O=S(Cl)Cl"
},
"smiles": "O=S(Cl)Cl",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "5282",
"routeId": "sa_92096255112334b8b5a9ef5b",
"moleculeId": "sa_9944427aaa761f44c354542f",
"parentId": "5280",
"isLeaf": false,
"molecule": {
"id": "sa_9944427aaa761f44c354542f",
"inchikey": "MFPOCWBQPJPYQJ-UHFFFAOYSA-N",
"smiles": "Cc1cc(-c2ccc(C(F)(F)F)cc2)sc1CO"
},
"smiles": "Cc1cc(-c2ccc(C(F)(F)F)cc2)sc1CO",
"reactionStepId": "sa_6f23acc39aac3782898e6297",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08003648B2;0695;1103891\",\"rsmi\":\"Br[c:7]1[s:6][c:3]([CH2:4][OH:5])[c:2]([CH3:1])[cH:18]1.OB(O)[c:8]1[cH:9][cH:10][c:11]([C:12]([F:13])([F:14])[F:15])[cH:16][cH:17]1>Cc1ccccc1.O=C(O)O.[K+].[K+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][c:2]1[c:3]([CH2:4][OH:5])[s:6][c:7](-[c:8]2[cH:9][cH:10][c:11]([C:12]([F:13])([F:14])[F:15])[cH:16][cH:17]2)[cH:18]1\"},\"mapped_reaction_smiles\":\"Br[c:7]1[s:6][c:3]([CH2:4][OH:5])[c:2]([CH3:1])[cH:18]1.OB(O)[c:8]1[cH:9][cH:10][c:11]([C:12]([F:13])([F:14])[F:15])[cH:16][cH:17]1>Cc1ccccc1.O=C(O)O.[K+].[K+].c1ccc([PH](c2ccccc2)(c2ccccc2)[Pd]([PH](c2ccccc2)(c2ccccc2)c2ccccc2)([PH](c2ccccc2)(c2ccccc2)c2ccccc2)[PH](c2ccccc2)(c2ccccc2)c2ccccc2)cc1>[CH3:1][c:2]1[c:3]([CH2:4][OH:5])[s:6][c:7](-[c:8]2[cH:9][cH:10][c:11]([C:12]([F:13])([F:14])[F:15])[cH:16][cH:17]2)[cH:18]1\"}",
"reactionStep": {
"id": "sa_6f23acc39aac3782898e6297",
"reactionHash": "5d6bcaca600975995e7fa01c56ff0690a293786cf29ccada9d12e74411d14a09"
},
"children": [
{
"id": "5283",
"routeId": "sa_92096255112334b8b5a9ef5b",
"moleculeId": "sa_43c88ed81039fad4bb07c416",
"parentId": "5282",
"isLeaf": true,
"molecule": {
"id": "sa_43c88ed81039fad4bb07c416",
"inchikey": "ALMFIOZYDASRRC-UHFFFAOYSA-N",
"smiles": "OB(O)c1ccc(C(F)(F)F)cc1"
},
"smiles": "OB(O)c1ccc(C(F)(F)F)cc1",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "5284",
"routeId": "sa_92096255112334b8b5a9ef5b",
"moleculeId": "sa_36ec58609641d46767bd61e2",
"parentId": "5282",
"isLeaf": false,
"molecule": {
"id": "sa_36ec58609641d46767bd61e2",
"inchikey": "PZFBIYZQVJDUFH-UHFFFAOYSA-N",
"smiles": "Cc1cc(Br)sc1CO"
},
"smiles": "Cc1cc(Br)sc1CO",
"reactionStepId": "sa_0d62abc352556af8e9863e61",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08003648B2;0693;1103890\",\"rsmi\":\"CC(=O)[O:5][CH2:4][c:3]1[c:2]([CH3:1])[cH:9][c:7]([Br:8])[s:6]1>CO.O=C(O)O.[K+].[K+]>[CH3:1][c:2]1[c:3]([CH2:4][OH:5])[s:6][c:7]([Br:8])[cH:9]1\"},\"mapped_reaction_smiles\":\"CC(=O)[O:5][CH2:4][c:3]1[c:2]([CH3:1])[cH:9][c:7]([Br:8])[s:6]1>CO.O=C(O)O.[K+].[K+]>[CH3:1][c:2]1[c:3]([CH2:4][OH:5])[s:6][c:7]([Br:8])[cH:9]1\"}",
"reactionStep": {
"id": "sa_0d62abc352556af8e9863e61",
"reactionHash": "e025ca1394c587a034e5706a60a142f658cc400d63624a5f92e3c4208c845f9c"
},
"children": [
{
"id": "5285",
"routeId": "sa_92096255112334b8b5a9ef5b",
"moleculeId": "sa_e1ee787f73c608b5172d0922",
"parentId": "5284",
"isLeaf": false,
"molecule": {
"id": "sa_e1ee787f73c608b5172d0922",
"inchikey": "MJXNLMMWYTVPMW-UHFFFAOYSA-N",
"smiles": "CC(=O)OCc1sc(Br)cc1C"
},
"smiles": "CC(=O)OCc1sc(Br)cc1C",
"reactionStepId": "sa_7afb0f0abb80aed5159094b4",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08003648B2;0691;1103889\",\"rsmi\":\"Br[Br:11].[CH3:1][C:2](=[O:3])[O:4][CH2:5][c:6]1[c:7]([CH3:8])[cH:9][cH:10][s:12]1>ClCCl.c1ccncc1>[CH3:1][C:2](=[O:3])[O:4][CH2:5][c:6]1[c:7]([CH3:8])[cH:9][c:10]([Br:11])[s:12]1\"},\"mapped_reaction_smiles\":\"Br[Br:11].[CH3:1][C:2](=[O:3])[O:4][CH2:5][c:6]1[c:7]([CH3:8])[cH:9][cH:10][s:12]1>ClCCl.c1ccncc1>[CH3:1][C:2](=[O:3])[O:4][CH2:5][c:6]1[c:7]([CH3:8])[cH:9][c:10]([Br:11])[s:12]1\"}",
"reactionStep": {
"id": "sa_7afb0f0abb80aed5159094b4",
"reactionHash": "130acfa128950ea46a84ea822400766454d7cbdd174a9cfc6d476afb40a67598"
},
"children": [
{
"id": "5286",
"routeId": "sa_92096255112334b8b5a9ef5b",
"moleculeId": "sa_eae6f544b0698117f0c640c0",
"parentId": "5285",
"isLeaf": false,
"molecule": {
"id": "sa_eae6f544b0698117f0c640c0",
"inchikey": "FDVRLMROIUBQAJ-UHFFFAOYSA-N",
"smiles": "CC(=O)OCc1sccc1C"
},
"smiles": "CC(=O)OCc1sccc1C",
"reactionStepId": "sa_4721cee027863e4b807f0d50",
"template": null,
"metadata": "{\"annotations\":{\"ID\":\"US08003648B2;0689;1103888\",\"rsmi\":\"CC(=O)O[C:2]([CH3:1])=[O:3].[OH:4][CH2:5][c:6]1[c:7]([CH3:8])[cH:9][cH:10][s:11]1>CCOC(C)=O.c1ccncc1>[CH3:1][C:2](=[O:3])[O:4][CH2:5][c:6]1[c:7]([CH3:8])[cH:9][cH:10][s:11]1\"},\"mapped_reaction_smiles\":\"CC(=O)O[C:2]([CH3:1])=[O:3].[OH:4][CH2:5][c:6]1[c:7]([CH3:8])[cH:9][cH:10][s:11]1>CCOC(C)=O.c1ccncc1>[CH3:1][C:2](=[O:3])[O:4][CH2:5][c:6]1[c:7]([CH3:8])[cH:9][cH:10][s:11]1\"}",
"reactionStep": {
"id": "sa_4721cee027863e4b807f0d50",
"reactionHash": "30dab738592b32193a1fab3f6532f425bc399387052d38cc1859def73009d0a8"
},
"children": [
{
"id": "5287",
"routeId": "sa_92096255112334b8b5a9ef5b",
"moleculeId": "sa_2c4ccf9c18f5e152973ff9e3",
"parentId": "5286",
"isLeaf": true,
"molecule": {
"id": "sa_2c4ccf9c18f5e152973ff9e3",
"inchikey": "UAQJEIWAMCLVTE-UHFFFAOYSA-N",
"smiles": "Cc1ccsc1CO"
},
"smiles": "Cc1ccsc1CO",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
},
{
"id": "5288",
"routeId": "sa_92096255112334b8b5a9ef5b",
"moleculeId": "sa_a7893fcf81826693d9b4bed4",
"parentId": "5286",
"isLeaf": true,
"molecule": {
"id": "sa_a7893fcf81826693d9b4bed4",
"inchikey": "WFDIJRYMOXRFFG-UHFFFAOYSA-N",
"smiles": "CC(=O)OC(C)=O"
},
"smiles": "CC(=O)OC(C)=O",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
},
{
"id": "5289",
"routeId": "sa_92096255112334b8b5a9ef5b",
"moleculeId": "sa_24211e89e565c162ea935f73",
"parentId": "5285",
"isLeaf": true,
"molecule": {
"id": "sa_24211e89e565c162ea935f73",
"inchikey": "GDTBXPJZTBHREO-UHFFFAOYSA-N",
"smiles": "BrBr"
},
"smiles": "BrBr",
"reactionStepId": null,
"template": null,
"metadata": null,
"reactionStep": null,
"children": []
}
]
}
]
}
]
}
]
}
}